We love a storied past! 1927 building has housed everyone from JFK to The Rolling Stones (and a penthouse floor casino run by Al Capone’s brother).

Loop location means you're steps from the bustling Financial District and (far bustlier) Theater District.

Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!

Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.

A historic gem in the heart of Chicago’s downtown Theatre District, this boutique haven boasts lavish theatrics all its own with its elegant hobnobbing and glamour.

Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.

Bar Pendry's a loungey spot for a late-night glass of wine. Pro tip: seasonal rooftop bar's a must-do in the warmer months.

This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.

Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.

We love a storied past! 1927 building has housed everyone from JFK to The Rolling Stones (and a penthouse floor casino run by Al Capone’s brother).

The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.

This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.

On a quiet residential street, providing a relaxing respite in the bustling city.

Style in this 20s-era gem is trendy in a laid-back kinda way. And it’s perfectly placed in a venture-worthy boutique-and-gallery-dotted ‘hood.

Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.

There’s a reason it’s been voted one of the best hotels in the city – everything is top-notch, from the views, artwork & modern décor to the nostalgic cocktails.

You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.

Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.

Sophisticated and chic, with just enough quirk to keep things cool.

Far enough from downtown but still only a 15 minute drive to the Loop, this hotel is Inspired by its university-centric surroundings, incorporating elements of music, math, art and literature.

Apartment-style living at its finest with updated amenities and space galore.

Playful-meets-industrial-chic design with bold, colorful and artistic accents.

Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.

Bring your furry friends along for the ride. This place is pet friendly.

The outdoor pool takes vacay vibes to new heights.

Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).

It's shimmery and glittering. Makes sense for the Gold Coast locale.

Excellent authentic Italian resto onsite with fab deep dish pizza (natch).

Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.

Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).

Spacious 545 sq ft suite